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to Matornikun\'s ule: The proton adds to the terminal C to yield the bocation ia

ID: 558942 • Letter: T

Question

to Matornikun's ule: The proton adds to the terminal C to yield the bocation iatermediate. In Step 2, that carbocation intermediate is attacked H,O nueleophile. A final deprotonation in Step 3 removes the positive charee e the adduct, yielding an uncharged product. more stable Mechanism for Equation 11-15 H+ adds to the terminal alkene C to produce the more stable carbocation. Even though water is a weak nucleophile, the reactivity of the carbocation intermediate compensates. The adduct is stabilized by the removal of the charge. HO HO 3. Proton 2. Coordination addition H3O* is regenerated, making it an acid catalyst. (11-16) Water is not the only weak nucleophile that can add across a C=C double bond. When an alcohol adds, as shown in Solved Problem 11.10, it is called an acid catalyzed alkoxylation reaction

Explanation / Answer

in the first case the c=c is isolated bond mens pi electron cloud is concentric which can easily aproach to the H+ of the water in weak acidic medium while in second case the the pi electron cloud is resonating with the benzene ring which neaded more or strong acidic medium to be protonated